Holiday rentals with a kayak in Monterey

Find and book unique kayak rentals on Airbnb

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Popular amenities for kayak rentals in Monterey

House rentals with a kayak

Guest favourite
Home in Otis
4.92 out of 5 average rating, 12 reviews

Berkshires Oasis Retreat: Art Meets Nature

CharlotteRating, 5 stars5 months ago
We had a lovely time with our family! We were with 2 young children and my elderly father who cannot walk well (uses a walker). The house was perfectly designed to accommodate my father and had great living areas for us to spend time together. A very cozy, warm and welcoming home (with lots of amenities!). Yael is a very friendly, responsive host. We’d gladly come back for another winter or perhaps a summer stay! Thank you Yael!
Top guest favourite
Home in Ancram
4.99 out of 5 average rating, 181 reviews

Everything on one floor 2 Bdrm/1.5 Bth & Pets Ok

AdelyaRating, 5 stars1 month ago
The best Airbnb we’ve ever stayed at! It truly felt like home—every detail was so thoughtfully taken care of. You have everything you need for a comfortable stay, from a well-stocked space to those little touches that make a big difference. The bed and pillows were super comfortable, and even though it rained, the hosts had dry firewood ready for the fireplace, which made it feel extra warm and inviting. We loved sitting by the lake and even saw a fish jump out of the water—such a magical moment! Communication with the host was excellent from start to finish. And thank you so much for approving our cats to stay with us—it meant the world. If we could give 10 stars, we absolutely would. Highly recommend this place to anyone looking for a peaceful and welcoming getaway. Thank you for an unforgettable stay!
Top guest favourite
Home in Valatie
5 out of 5 average rating, 114 reviews

Escape to Lakefront Leisure—Amazing views!

AndrewRating, 5 stars1 month ago
Had a great time with friends for the weekend. Beautiful view of the lake and plenty of space. Everything is labeled in the kitchen so you can easily find everything you need!
Top guest favourite
Home in Saugerties
4.97 out of 5 average rating, 300 reviews

Creekside Cottage

DylanRating, 5 stars2 weeks ago
We had a great weekend stay at Katherine’s. The Esopus Bend Nature Preserve is only a ten minute drive and we really appreciated the local recommendations provided in the binder!
Superhost
Home in Great Barrington
4.95 out of 5 average rating, 43 reviews

Lake House in the Heart of the Berkshires

MirandaRating, 5 stars7 months ago
Kristin’s place was beautiful, warm, and quaint. The location was excellent, and Kristin maintained kind and clear communication. Unfortunately, we had to leave early due to a death in the family, but even through that, Kristin made the early check-out process simple and accommodating. I highly recommend a stay here!
Guest favourite
Home in Pine Plains
4.98 out of 5 average rating, 123 reviews

Twin Island Lake House • Hot Tub

KaiRating, 5 stars2 weeks ago
We had a wonderful stay at this location during my daughter’s graduation from Bard College. The location has beautiful views of the lake and the layout of the property was perfect for the family to gather and celebrate, while also giving everyone the space for their own quiet time or rest. I would definitely recommend this location and hope to have the opportunity to stay again.
Superhost
Home in Monterey
4.94 out of 5 average rating, 17 reviews

Swim Dock, Lake Toys, screen porch, fire pit!

DanielleRating, 5 stars7 months ago
Great spot on the lake! Exactly as described, super cozy, had everything you need. We drove about 20 minutes to monument mountain and did an amazing fall hike. Berkshires are beautiful and I would definitely come back to this place.
Guest favourite
Home in Tolland
4.95 out of 5 average rating, 60 reviews

Spacious Home w/ Hot Tub in Private Lake Community

NanditaRating, 5 stars2 weeks ago
Tina's house was immaculate, comfortable and cozy. We enjoyed the hot tub very much. Kids had a ball in the game room downstairs. Tina responded promptly to our requests. I would highly recommend her home for family get togethers.

Cottage rentals with a kayak

Superhost
Cottage in Kingston
4.8 out of 5 average rating, 173 reviews

Cottage with Private Deck on 8 acres of Woods

MattRating, 5 stars2 weeks ago
Cozy, quaint, cute space. Perfect for a couple or a single adventurer. Gorgeous location and amenities. Would happily re-book!
Top guest favourite
Cottage in Valatie
4.99 out of 5 average rating, 142 reviews

Kinderhook Lakefront Retreat-private, kayaks, ac

DuncanRating, 5 stars1 day ago
Amazing place. Lisa & Steve's cottage made for an amazing weekend. We had pretty bad weather but it was still a great weekend. The lake is so peaceful and the set up of the cottage is perfect. The cottage has everything you need, as well as everything you didnt know you needed! We'll definitely be back. Ate at The Aviary, The Smokehouse & The Maker (Hudson) - all very different but incredible.
Guest favourite
Cottage in Poughkeepsie
4.91 out of 5 average rating, 352 reviews

Be in Nature at this Gorgeous Riverfront Cabin

BernardoRating, 5 stars1 week ago
I stayed at this place for my husband's birthday, The house is beautiful and very quiet, I loved the interior and the view. The only things you need to be aware is the AC is located in the living room, inside the room you need to use fans or leave the door open
Guest favourite
Cottage in Becket
4.81 out of 5 average rating, 53 reviews

Cozy Cottage on the Lake

PaigeRating, 5 stars5 months ago
The cottage was easy to check into, clean, and very cozy. It was decorated for the holidays which was perfect for our weekend. We enjoyed the fireplace and the games in the cabin as well! I would consider coming back in the summer to enjoy the outdoor area and lake. Ann-Marie and Carl provided really helpful instructions on how to get to the house.
Guest favourite
Cottage in New Marlborough
4.9 out of 5 average rating, 39 reviews

Pet friendly Cottage on Lake; Hike, Swim, Kayak

KunalRating, 5 stars1 month ago
Loved the quick weekend getaway from the city! Wanted somewhere we could stretch out into.. which Ayren’s house fully is.. loved playing the many board games provided and watching movies in the late evenings.. plus a few walks down to the lake and drive to town which is less than 15 min away.. A very communicative host with clear instructions and well laid out amenities and basic kitchen condiments.. Thanks again for a great weekend !
Superhost
Cottage in Red Hook
4.9 out of 5 average rating, 206 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

JenniferRating, 5 stars2 weeks ago
Thank you Ellen for the easeful stay at your cottage with clear instructions. The surroundings are beautiful. We saw an eagle at the lake!
Guest favourite
Cottage in Ulster Park
4.91 out of 5 average rating, 180 reviews

Romantic House on a Magical Lake

VidhiRating, 5 stars2 months ago
Comfortable and clean with beautiful scenery - on clear days, you get a Mountain view across the lake! Highly recommend.
Superhost
Cottage in Becket
4.65 out of 5 average rating, 164 reviews

A Magical Spot on Little Robin Lake

SebastianRating, 5 stars7 months ago
Truly a magical spot--in October, the fall colors. Any time, the lake view, and the absolutely lovely sunroom.

Cabin rentals with a kayak

Superhost
Cabin in Otis
4.8 out of 5 average rating, 20 reviews

Simple, rustic, cozy get away

ChrisRating, 5 stars9 months ago
It was a perfect price. With the ABNB it was double+. I would rather pay John more for the one night personally, than what I did. And have done twice. I have always left the place the same or better than I found it. I understand the cleaning fee, but kills single fathers like me for a 1 night trip. That being said. Walker cabin is great! Kayaks, all safety gear, fully outfitted down to toothpicks, brushes, floss, ect. You think you forgot it. It’s there. Baby monitors!
Guest favourite
Cabin in Climax
4.91 out of 5 average rating, 32 reviews

Catskills Lake Cabin on 100 Wooded Acres

CaitlinRating, 5 stars1 week ago
We stayed at Katrina's cabin with our dog for two nights, and we all loved it. Cabin was immaculately clean and exactly like the photos. The grounds were beautiful, and having the ability to roam the property and use the lake make this a truly remarkable stay. Peaceful, private, and close enough to some fun areas. We would definitely recommend a stay here, especially if you are traveling with a dog.
Top guest favourite
Cabin in Whitingham
4.99 out of 5 average rating, 107 reviews

Cozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!

CoreyRating, 5 stars2 weeks ago
Beautiful house, perfect for our family retreat. After another host cancelled on us last minute, we found Brian's place and were very happy we did! Brian was very responsive to our needs, and was very helpful throughout the weekend. the kids loved the game room, we set a new record on the Pacman machine. We made s'mores on the front porch in rainy weather, and visited some of the local breweries nearby. We were very pleased with the home, and it was perfect for our long weekend.
Top guest favourite
Cabin in Bethlehem
4.95 out of 5 average rating, 79 reviews

Cabin by the lake I Private Beach I Paddle Board

EmilyRating, 5 stars2 days ago
I recently stayed at Mariana’s place for a work trip over the weekend. While I sadly did not get to enjoy the home and area much, it was a wonderful spot to relax at the end of the day! The bed was comfortable and the kitchen/bathroom had everything you would need and more. I’d highly recommend staying here if visiting the Litchfield area!
Guest favourite
Cabin in Colebrook
4.94 out of 5 average rating, 94 reviews

Rustic Cabin+ Private Beach Pond, Stars & Wildlife

EdwardRating, 5 stars1 week ago
Amazing cabin!! My third visit. Was there with friends for fishing and I love the cabin so much that I booked my anniversary weekend and my wife is also in love with the property. Relaxing Birding Fishing Kayaking Fire pit Romantic This place has it all! Book it now! You won’t regret it!
Guest favourite
Cabin in Red Hook
4.97 out of 5 average rating, 87 reviews

Secluded luxury: modern riverfront fishing cabin

JamesRating, 5 stars3 weeks ago
Beautiful & peaceful weekend getaway. I highly recommend Samuel & Catherine’s cabin and will be coming back in the near future.
Guest favourite
Cabin in Saugerties
4.87 out of 5 average rating, 185 reviews

Private Woodstock Getaway w Hot Tub

ErinRating, 5 stars2 days ago
We had a wonderful stay at Marta's house. Everything was spotless, well cared for and thoughtful. The check in process was so simple and the house rules were easy to follow. The record collection was such a nice touch, especially on a rainy Saturday afternoon and the basement with a full media setup and games was perfect for a Saturday night in. The beds were comfortable, plenty of towels and amenities and the hot tub was great as well! The location was also great! Nothing bad to say about this amazing little spot :-)
Guest favourite
Cabin in Athens
4.94 out of 5 average rating, 101 reviews

Charming Lakefront Cabin with Hot Tub

EimearRating, 5 stars1 week ago
We had an amazing time at Ruth’s home and we loved the cabin feel. Between the hot tub, lake, and lawn games our time went by so quickly. The home was very clean and had all the essentials. We will definitely be back again!

Quick stats about holiday rentals with a kayak in Monterey

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹13,702 before taxes and fees

  • Total number of reviews

    950 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore